That outcome for the semi-finals – which will both take place at Wembley on either Saturday April 20 or Sunday April 21 – is seen as the dream draw, with Coventry the only non-Premier League team left in the competition.
Robins, who scored 11 times in 48 games for United, is best known for supposedly saving Sir Alex Ferguson’s job by netting the winner in an FA Cup tie against Nottingham Forest in January 1990.
He has overseen impressive progress at Coventry, taking them from League Two to the brink of the Premier League and they shocked Wolves 3-2 on Saturday.
If United win, they could face rivals City in a repeat of last year’s final when Pep Guardiola’s side won 2-1 en route to a famous Treble.
But City – who defeated Newcastle 2-0 in the quarter-finals – will have to beat Chelsea first, with the Blues hoping to make their second consecutive domestic cup final.
Mauricio Pochettino’s side narrowly edged past Leicester City earlier on Sunday, with Carney Chukwuemeka and Noni Madueke netting in added time to earn a 4-2 victory.
Chelsea will hope to overcome their torrid record at Wembley, with the Blues having lost three of the last four FA Cup finals, while they have been defeated in two of the past three Carabao Cup finals.